Fund/Build/Scale

Walter Thompson

After working for years in early-stage startups and as a journalist, here are three hard truths I’ve learned:

1. Success in Silicon Valley hinges on connections, hard work and luck.
2. Startups often fail because founders lack fundamental business knowledge.
3. Real, actionable advice comes from those who’ve actually done it.

There’s no such thing as “founder DNA.” If you’re willing to take on risk and invest years of your life in something that has maybe a 10% chance of paying off — less if you’re a woman or person of color — you can be a startup founder.

Here’s why I founded Fund/Build/Scale:

1. To help founders make fewer mistakes.
2. To share successful strategies that can accelerate your go-to-market journey.
3. To inspire more people to see themselves as potential founders. There’s a lot of overlooked talent out there, and we are missing out.

This podcast is for anyone who’s interested in learning the basic skills required to launch a startup, secure initial funding and transform an idea into a sustainable business.

I’m talking to guests about everything: finding a co-founder, conducting customer discovery, recruiting early employees, developing a PLG strategy, fundraising when you’re outside a major tech hub — all of it.

Interested? Subscribe to Fund/Build/Scale on all major platforms and follow the podcast on LinkedIn to get articles, excerpts, transcripts and more.

Fund/Build/Scale is a production of Truth and Soul Media LLC.

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S2 · E115
Wednesday · 48 min
How to Get Through a Tech Layoff Without Losing Yourself
If you work in tech long enough, there’s a good chance you’ll go through a layoff. Either your own, or one that leaves you wondering whether you’re next. Shanon Olsen, COO of Henley Leadership, works with executives and organizations navigating growth, disruption, and change. In this episode, we talk about why layoffs should be understood as a cultural breakdown rather than a one-day event, what happens when founders build companies they aren’t prepared to lead, and why CEOs can delegate just about everything — except culture. I’ve been on both sides of this equation, so I asked Shanon about how to stay committed to your work without making your employer your identity, why it’s important to maintain relationships outside your company, how to assess whether a workplace is recovering after layoffs, and why staying in a job and exploring other possibilities don’t have to be mutually exclusive. RUNTIME 48:52 EPISODE BREAKDOWN (2:05) When does a startup stop being a startup? (9:37) If you're not ready to let someone go, you shouldn't be the CEO (14:57) Why layoffs are a "cultural breakdown" (19:56) How should the CEO behave after layoffs? (23:50) Building a culture that's resilient enough to weather layoffs (26:58) How to tell an employee WHY you're laying them off (32:38) " Identify what's your purpose outside of your position." (39:13) How to tell if your company is recovering after layoffs (44:23) Should you stay or leave after layoffs? 📺 Watch this episode on YouTube: https://youtu.be/vbunRx4FZIQ LINKS Shanon Olsen Henley Leadership Group Navigating Layoffs: Understanding the Impact on You and Your Team, Henley Leadership Group Who Do We Choose To Be, Margaret Wheatley Dunbar’s Number Johari Window Are you building something that’s hard to explain? That’s often a sign you’re working on something interesting, but it raises the risk that you’re missing out on fundraising, sales, hiring, and media opportunities. I help early-stage founders sharpen the narrative: what matters, why now, who needs to care, and why they’re the right team to make it happen. If you’re preparing for a raise, launch, important customer meeting, panel, or hiring push, I can help you pressure-test the story before the stakes get higher. Visit the Fund/Build/Scale website to learn more, or email fundbuildscale@gmaii.com 👉🏾 Learn more 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw
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S2 · E114
August 21 · 38 min
Before You Build in Senior Care, Figure Out Who Pays
America is getting older. Tens of millions of people are caring for parents, grandparents and other family members. The problems are everywhere, and many of them are painful, expensive and still poorly served by technology. That does not mean every care-related startup is a good business, however. Tatyana Zlotsky, CEO of A Place for Mom, joins me to talk about what founders need to understand before building for older adults and the people who care for them. We discuss why "seniors" aren't a single customer segment, how to conduct customer research in a market you don't know, and why founders need to distinguish between the person using a product, the person making the decision and the person actually paying for it. Tatyana also explains why private-pay and insurance-backed businesses require fundamentally different approaches, and shares the story of a founder who spent more than a year changing course after discovering he'd chosen the wrong customer. We also dig into AI. Tatyana explains why starting with what the technology can do is backwards, why proprietary customer data can create a meaningful advantage, and why founders should ask whether they're really building something that general-purpose AI can't already provide. This is a conversation about finding real problems, understanding who you're solving them for, and building businesses around customer needs instead of technology trends. RUNTIME 38:51 EPISODE BREAKDOWN (2:21) Tatyana Zlotsky’s path to A Place for Mom (4:46) Why senior care remains an underbuilt market (9:20) The real problems caregivers need solved (12:36) Why “seniors” aren’t a single customer segment (16:31) How to do customer research in the care market (20:35) Why “AI for X” isn’t a business strategy (24:02) Private pay vs. insurance: deciding who pays (26:50) What happens when founders choose the wrong business model (28:59) The senior-care product Tatyana wishes someone would build (33:24) What makes a care startup worth taking seriously (36:19) Why families shouldn’t wait for a care crisis LINKS Tatyana Zlotsky A Place For Mom Oura Fitbit Are you building something that’s hard to explain? That’s often a sign you’re working on something interesting, but it raises the risk that you’re missing out on fundraising, sales, hiring, and media opportunities. I help early-stage founders sharpen the narrative: what matters, why now, who needs to care, and why they’re the right team to make it happen. If you’re preparing for a raise, launch, important customer meeting, panel, or hiring push, I can help you pressure-test the story before the stakes get higher. Visit the Fund/Build/Scale website to learn more, or email fundbuildscale@gmaii.com 👉🏾 Learn more SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/
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S2 · E113
August 20 · 36 min
How to Know If Your Startup Idea Is Worth Pursuing
If you have a startup idea, how do you know whether you’re onto something—or just really good at convincing yourself? Pete Martin has spent his career finding out. He’s worked at six cybersecurity startups, most of them in the pre-product, pre-revenue days, with two IPOs along the way. Today, he’s CEO and co-founder of Realm Security. In this episode, we get tactical about finding the right early adopters, running customer discovery that produces actual signal, recognizing patterns in the feedback, and knowing when someone’s interest is strong enough to ask a question that makes a lot of founders uncomfortable: Would you pay for this? And if you’ve got an idea but aren’t ready to quit your day job, Pete lays out a seven-day experiment you can run to start finding out whether there’s really something there. RUNTIME 36:19 EPISODE BREAKDOWN (1:51) What does Realm do today, and who's buying it? (3:28) Finding the right early adopters (8:01) Where to locate your first potential customers (12:54) Why customer discovery requires volume (18:55) How to write outreach that gets a (positive) response (21:05) When to say no to a potential customer (23:48) Sell the outcome, not the features (28:33) A seven-day experiment to test your startup idea (33:01) When is it time to hire a sales team? LINKS Pete Martin Realm Security Are you building something that’s hard to explain? That’s often a sign you’re working on something interesting, but it raises the risk that you’re missing out on fundraising, sales, hiring, and media opportunities. I help early-stage founders sharpen the narrative: what matters, why now, who needs to care, and why they’re the right team to make it happen. If you’re preparing for a raise, launch, important customer meeting, panel, or hiring push, I can help you pressure-test the story before the stakes get higher. Visit the Fund/Build/Scale website to learn more, or email fundbuildscale@gmaii.com 👉🏾 Learn more SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/
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S2 · E112
August 18 · 43 min
Why Technical Founders Should Stop Answering Questions
Peter Wang is co-founder and Chief AI and Innovation Officer at Anaconda, a company he helped start in 2012 after years of working as a software developer and consultant. In this episode, Peter draws on Anaconda’s early days and the entrepreneurship lessons he shares with scientists and engineers at Cornell to explain what technical people need to learn when they launch a company. We talk about learning to ask better questions instead of rushing to provide answers, recognizing the limits of what you know, and treating yourself as an investor when deciding whether an idea is worth pursuing. Peter also explains his approach to customer discovery, why employees are investors too, and how aspiring founders can practice entrepreneurship by building something — however small — that someone will actually pay for. RUNTIME 43:00 EPISODE BREAKDOWN (1:53) Finding the Product by Doing the Work (10:19) "I'm just sharing my own field notes on what I had to learn." (14:05) Know the Limits of What You Know (18:18) Climbing the Ladder of Disbelief (23:59) Customer Discovery: Listen, Validate, Explore (29:02) "Your employees are also investors." (31:02) " It's really incredibly important that the vision is compelling for people." (38:39) An Exercise for Entrepreneurship 📺 Watch this episode on YouTube: https://youtu.be/GuysuVrGd8Y LINKS Peter Wang Anaconda Swim With the Sharks Without Being Eaten Alive, Harvey Mackay Are you building something that’s hard to explain? That’s often a sign you’re working on something interesting, but it raises the risk that you’re missing out on fundraising, sales, hiring, and media opportunities. I help early-stage founders sharpen the narrative: what matters, why now, who needs to care, and why they’re the right team to make it happen. If you’re preparing for a raise, launch, important customer meeting, panel, or hiring push, I can help you pressure-test the story before the stakes get higher. Visit the Fund/Build/Scale website to learn more, or email fundbuildscale@gmaii.com 👉🏾 Learn more SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw
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S2 · E111
August 13 · 40 min
If It’s Not on Paper, It’s Not Real: Canvas Prime's Rebecca Lynn
Canvas Prime Co-founder and Managing Director Rebecca Lynn has spent 25 years in venture capital, backing companies including LendingClub, Doximity and Casetext and helping founders navigate more than a dozen exits. In this conversation, we get into why taking venture capital puts founders on a path toward liquidity, and why an IPO isn't the only outcome worth building toward. Rebecca explains how founders can develop relationships with potential acquirers years before they're ready to sell, when it makes sense to bring in a banker or strategic advisor, and how Casetext built the relationships that eventually led to its acquisition by Thomson Reuters. We also talk about why founders should get an offer on paper before trying to improve it, how to negotiate without overplaying your hand, what to watch for with earnouts and other deal terms, and how to make sure employees aren't forgotten when a company gets sold. 📺 Watch on YouTube: https://youtu.be/5kV4SvM9rBY RUNTIME 40:51 EPISODE BREAKDOWN (2:17) Creating Strategic Options (8:50) What Taking Venture Capital Really Means (11:42) Don't Build to Sell; Build Strategically (15:18) How Casetext Built Toward an Exit (21:39) Where Acquisition Offers Come From (27:54) "If it's not on paper, it's not real." (33:02) Price Isn't the Only Thing That Matters (35:22) Take Care of Your Employees (37:32) How to Get M&A Ready LINKS Rebecca Lynn, LinkedIn Canvas Prime Thomson Reuters Completes Acquisition of Casetext, Inc. Doximity Lending Club Gabi -------- Are you building something that’s hard to explain? That’s often a sign you’re working on something interesting, but it raises the risk that you’re missing out on fundraising, sales, hiring, and media opportunities. I help early-stage founders sharpen the narrative: what matters, why now, who needs to care, and why they’re the right team to make it happen. If you’re preparing for a raise, launch, important customer meeting, panel, or hiring push, I can help you pressure-test the story before the stakes get higher. Visit the Fund/Build/Scale website to learn more, or email fundbuildscale@gmaii.com 👉🏾 Learn more SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/
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S2 · E110
August 13 · 41 min
Why Technical Founders Hire Marketing Too Late
Head of Marketing for Observe at Snowflake Shruti Bhat has spent her career helping highly technical companies explain why their products matter, find the customers who need them most, and build go-to-market systems that can actually scale. In this episode, she talks about how founders identify their real market, recognize genuine product-market fit, hire their first product marketing and GTM leaders, and earn trust across engineering, product, sales, and marketing. Drawing on three startup exits, including Observe’s acquisition by Snowflake, Shruti explains why demand generation often starts too early, what repeatability looks like in enterprise sales, and why the best GTM leaders know how to unlearn their old playbooks. This is a practical conversation about turning technical innovation into customer conviction. RUNTIME 41:29 EPISODE BREAKDOWN (2:28) From Engineering to Product Truth (7:10) Finding Observe’s Enterprise Sweet Spot (16:48) When Technical Founders Need To Hire A Product Marketer (24:57) Hiring Your First GTM Leader Depends on More Than Stage (34:27) How GTM Leaders Build (and Lose) Trust With Technical Teams LINKS Shruti Bhat on LinkedIn Snowflake Observe by Snowflake ______ Are you building something that’s hard to explain? That’s often a sign you’re working on something interesting, but it raises the risk that you’re missing out on fundraising, sales, hiring, and media opportunities. I help early-stage founders sharpen the narrative: what matters, why now, who needs to care, and why they’re the right team to make it happen. If you’re preparing for a raise, launch, important customer meeting, panel, or hiring push, I can help you pressure-test the story before the stakes get higher. Visit the Fund/Build/Scale website to learn more, or email fundbuildscale@gmaii.com 👉🏾 Learn more SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/
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S2 · E109
July 31 · 36 min
CVC Is Not Your Exit Strategy or GTM Plan
Tamara Steffens is managing director of Thomson Reuters Ventures, where she invests in early-stage companies building around legal, tax, accounting, and enterprise workflow. Corporate venture capital can look like a shortcut to customers, distribution, and credibility, but Steffens says founders need to understand what has to be true before strategic money can actually help. In this conversation, we get into what happens after Thomson Reuters Ventures joins your cap table, how founders can turn a corporate investor into real product or go-to-market leverage, and why inflated TAM slides can work against you. We also talk about what founders should do before and after the check clears, why some good businesses should avoid venture capital entirely, and why she says every founder should be thinking earlier about exit paths. RUNTIME: 36:14 EPISODE BREAKDOWN (1:53) An Overview of Thomson Reuters Ventures (3:57) CVC Expectations: When Strategic Capital Can Actually Help (7:09) Why Your TAM Needs to Match the Product You Actually Have (10:04) When Strategic Capital Becomes Product Leverage (13:13) What Founders Should Do Before and After the Check Clears (22:18) How CVC Evaluates Founders When the Market Gets Frothy (29:05) Building the Relationship Before Series A (31:30) Why Exit Paths Matter Earlier Than You Think LINKS Tamara Steffens Thomson Reuters Ventures Thomson Reuters Fund/Build/Scale Founder Narrative Advisory SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/
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S2 · E108
July 23 · 41 min
AI Makes Building Easier. Selling Is Still Hard.
Thanks to AI, you could have an idea for a startup on your way home from work Thursday and finish a rough prototype by Monday morning. That's great news for founders, but it also raises the bar: if everyone can build a convincing demo, what actually separates a durable company from a clever prototype? To explore that question in depth, I interviewed Alex Niehenke a partner at Scale Venture Partners since 2012. He invests in early-stage companies tackling complex industries like insurance, wealth management, construction, and logistics. We discuss why product innovation has to be paired with distribution innovation, how he judges your TAM estimate, how founders create entirely new categories, and what investors are looking for now that building software has never been easier. RUNTIME 41:43 EPISODE BREAKDOWN (02:58) Overview: Scale Venture Partners (04:42) What Makes Slow-Moving Markets Attractive? (06:19) Product Innovation Needs Go-to-Market Innovation (08:58) Why TAM Is Really a Test of Strategic Thinking (12:03) At Least Two-Thirds of My Investments Are Category Creation (15:54) What Founder-Market Fit Means in the AI Era (21:41) What Makes a Vertical AI Startup Fundable? (24:52) What Separates a Nice Demo from a Durable Business? (27:11) Selling Into Hard Markets (33:03) When Regulation Becomes a Competitive Advantage (34:52) Founder-Led Go-to-Market Wins Early (37:01) Why Obsession Still Matters Most LINKS Alex Niehenke Scale Venture Partners Tessa Lau, CEO/Founder, Dusty Robotics Deep Tech Without Stealth: Inside Dusty Robotics’ Origin Story, Fund/Build/Scale Root Insurance Motive Shoe Dog, Phil Knight Building something that’s hard to explain? That’s often a sign you’re working on something interesting. It can also cost you fundraising, sales, hiring, and media opportunities. I help early-stage founders sharpen the narrative around what they’re building: what matters, why now, who needs to care, and why they’re the right team to make it happen. If you’re preparing for a raise, launch, important customer meeting, panel, or hiring push, I can help you pressure-test the story before the stakes get higher. 👉🏾 Learn more SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw
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S2 · E107
July 11 · 35 min
The Most Expensive Money You'll Ever Raise
A lot of founders assume raising venture capital is just part of the process: you have an idea, build a deck, find some investors and start pitching. But what if you don't actually need the money yet? Elia Wallen is the founder and CEO of Engine, a business travel platform valued at $2 billion. He bootstrapped his first company and resisted raising outside capital for Engine until the business was growing faster than he could support on his own. In this episode, we talk about why raising too much money too soon can lead founders astray, how to tell the difference between needing capital and craving validation, why early-stage equity may be the most expensive money you'll ever raise, and how to know when your company is actually ready to start talking to investors. We also get into the risks of letting investors steer a company before product-market fit, why founders should pressure-test how much money they really need, what Elia means by having "conviction with rationale," and why the opportunity should be pulling you forward before you raise. RUNTIME 35:13 EPISODE BREAKDOWN (1:40) What is Engine? (3:25) Why ignorance can be an advantage (5:38) Are you raising money for validation? (8:58) What constraint teaches founders (10:57) How much money do you actually need? (17:44)When it actually makes sense to raise (21:18) How investors can pull you off course (26:38) Equity is more expensive than you think (30:55) How to know when you're ready to raise LINKS Elia Wallen Engine The Case for Raising Less Money Than You Can, Inc.com Building something that’s hard to explain? That’s often a sign you’re working on something interesting. It can also cost you fundraising, sales, hiring, and media opportunities. I help early-stage founders sharpen the narrative around what they’re building: what matters, why now, who needs to care, and why they’re the right team to make it happen. If you’re preparing for a raise, launch, important customer meeting, panel, or hiring push, I can help you pressure-test the story before the stakes get higher. 👉🏾 Learn more SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw
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S2 · E106
July 6 · 45 min
Why Most Startups Shouldn't Raise Money (Even If They Can)
Most startup fundraising advice focuses on how to get investors interested. Ryan Ziegler sees the process from the other side of the table. As a General Partner at Edison Partners, Ryan evaluates startups that have already survived one of the hardest phases of company building: finding customers willing to pay for what they've built. By the time founders reach him, the question is no longer whether the idea is interesting. It's whether the business is repeatable. In this episode, Ryan explains why most startups shouldn't raise money even if they can, how investors separate durable customer demand from vanity metrics, what actually makes a company ready for Series A, and why founder self-awareness may matter more than a perfect pitch deck. We also discuss customer reference calls, leadership scorecards, founder coachability, and why companies need an operating system before they try to grow. RUNTIME 45:29 EPISODE BREAKDOWN (2:37) How Edison Partners Finds Bootstrapped Companies Ready to Scale (5:40) Why Most Startups Shouldn't Raise Money (Even If They Can) (11:39) How Venture Capital Can Create False Signals About Product-Market Fit (19:49) What Series A Readiness Actually Looks Like (25:01) The Difference Between Real Customer Demand and Fundraising Theater (27:35) Founder Transparency, Investor Trust, and Long-Term Partnerships (33:32) Why Coachability Beats Founder Ego (35:45) Building an Operating System That Scales Beyond the Founder (38:21) A Practical Series A Readiness Self-Audit LINKS Ryan Ziegler Edison Partners SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw
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S2 · E105
June 14 · 49 min
Money Is the Only Customer Validation That Matters
Conventional wisdom says the hardest part of building a startup is building the product. Shanea Leven says the harder challenge is figuring out what customers will actually pay for. Before co-founding Empromptu.ai, Shanea spent more than 15 years building products at companies including Google, eBay, Docker, and Cloudflare. In this conversation, she explains why sales is every bit as complex as engineering, why customer interviews aren't enough to validate an idea, and why early-stage founders need to spend more time testing demand than perfecting roadmaps. We discuss the case-study approach she uses to find customers, the controversial belief that the only real product validation is money, and what happened when a LinkedIn post generated a 1,000-person waitlist almost overnight. Shanea also shares how she used more than 100 customer calls to shape Empromptu’s direction, why she stopped fundraising when the company took off, and the go-to-market challenges that still keep her up at night. If you're a technical founder trying to figure out whether you're building something people truly want, this episode offers a practical framework for separating genuine demand from wishful thinking. Listen to this episode if you're trying to figure out: why sales validation should happen before you commit to a roadmap how to find your first customers using the case study method what a viral waitlist can teach you about product-market fit how to distinguish customer feedback from customer demand why technical founders need to learn sales earlier than they think which early traction signals are worth trusting — and which aren't how to validate an idea before spending months building it RUNTIME 49:06 EPISODE BREAKDOWN (3:16) What Is Empromptu.ai, and Who Is it For? (6:25) Sales Is Just as Complicated as Engineering (8:14) The Case Study Method for Finding Early Customers (11:56) Why Al Is Rewriting the Product Playbook (13:37) The Only Real Product Validation Is Money (17:10) The S***ty Purple Website That Predicted Impromptu's Viral Launch (21:38) What 100 Waitlist Calls Taught Shanea About Customer Demand (26:28) "We evolved the platform." (34:57) "Ninety-nine percent of VCs are great at one thing." (36:20) The GTM Problem That Still Keeps Shanea Up at Night (39:02) A Process for Selecting Your First Sales/Marketing Hires (40:59) Why She'd Hire a "Scrappy" Marketer Over a Former Meta Employee "Every Time" (44:05) The Early Traction Signal She No Longer Trusts (45:28) A 30-day Experiment Founders Can Run To Validate Their Idea LINKS Shanea Leven Empromptu.ai Empromptu raises $2M pre-seed to help enterprises build AI apps, 12/9/2025, TechCrunch SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw Thanks for listening! – Walter
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S2 · E104
June 13 · 38 min
What Hospitals Are Actually Buying in the AI Boom
If you're building a startup, there are easier industries to choose than healthcare. Sales cycles are long, regulations are complex, and earning the trust of providers and patients takes years. In this episode, Mayo Clinic Platform Accelerate Director Jamie Sundsbak explains how healthtech founders can improve their odds of success. We discuss what Mayo looks for in founding teams, why the program focuses on product development instead of fundraising, how startups use clinical data and physician feedback to refine AI products, and what healthcare systems are actually buying in today's market. Jamie also shares lessons from reviewing hundreds of startup applications, the founding team profiles that stand out, why some companies gain traction while others stall, and what founders should know before building in one of the world's most regulated industries. Listen to this episode if you're trying to figure out: What Mayo Clinic looks for in healthtech founders How to use customer feedback to improve AI products Why some healthcare startups gain traction while others struggle What health systems are actually buying in the AI boom How to navigate the long road from MVP to clinical adoption Watch on YouTube: https://youtu.be/whrR0IVHEOY RUNTIME 38:35 EPISODE BREAKDOWN (1:39) What Mayo Clinic Looks for in Early-Stage Healthtech Startups (13:31) How Mayo Uses Clinical Data and Physician Feedback to Improve Products (23:50) The Art of Creating Provider FOMO (25:32) The Ideal Healthtech Founding Team (29:29) Why OpenEvidence Won — and What Hospitals Are Buying Today (36:03) Healthcare Is Hard. Here's Why Founders Keep Choosing It Anyway LINKS Jamie Sundsbak Mayo Clinic Platform Accelerate Most U.S. doctors are quietly using this AI tool. Few patients know about it, NBC News, 5/13/2026 SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw Thanks for listening! – Walter
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S2 · E103
June 10 · 46 min
The 10x Rule: Turning a Research Paper into an AI Company
Most startup advice assumes the biggest challenge is finding customers. But what happens when the demand is obvious and the real question is whether the technology can actually work at scale? In this episode of Fund/Build/Scale, I sit down with Stanford professor and Inception Labs founder and CEO Stefano Ermon to discuss how a breakthrough research paper evolved into a venture-backed AI company serving enterprise customers. Stefano explains why his team believed they needed a 10x advantage in speed, cost, or quality to compete with industry giants, and how they convinced investors to back an idea that was still largely unproven. We explore the realities of building a deep-tech startup, including raising capital before product-market fit, assembling a world-class founding team, learning enterprise sales as a first-time CEO, pricing a new category of technology, and competing with companies like Google, OpenAI, and Anthropic. Along the way, Stefano shares practical advice for technical founders trying to transform research into a business, de-risk ambitious ideas, and create evidence that investors can believe in before the market fully understands what they're building. In this episode: Why startups need a 10x advantage to stand out Turning a research paper into a venture-backed company Raising capital when the biggest risk is technical, not market demand Why Inception Labs built before talking to customers Learning enterprise sales as a first-time founder The challenge of pricing a fundamentally new technology What happened when Google announced its own diffusion models How deep-tech founders can de-risk ideas before fundraising The hiring lesson Stefano wishes he had learned earlier 📺 Watch this episode on YouTube RUNTIME 46:03 EPISODE BREAKDOWN (0:00) From Research Paper to Startup (2:11) Why AI Is So Expensive (4:34) Turning Research into a Company (7:47) The Bet Behind Inception Labs (9:01) Raising Money for an Unproven Idea (12:24) Building the Right Team (14:27) Dividing Founder Roles (16:32) Building Before Customers (20:07) When Customers Started Calling (21:47) Learning to Sell (25:04) Pricing a New Category (26:34) The Wrong First Customers (31:16) Why Startups Can Beat Giants (34:04) The 10x Rule for Startup Differentiation (39:20) Building a Durable AI Company (41:03) How to De-Risk a Deep Tech Startup (42:40) The First 90 Days After Funding (43:54) One Founder Lesson He Learned Too Late LINKS Stefano Ermon Inception Labs What Are Diffusion Models?, Stanford HAI Inception raises $50 million to build diffusion models for code and text, TechCrunch, 11/6/2025 SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw Thanks for listening! – Walter.
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S2 · E102
June 5 · 45 min
Your First Marketing Hire Is Probably Not a CMO
Most technical founders can explain how their product works. Far fewer can clearly explain why a customer should care. In this episode, Cribl CMO Abby Strong shares what she has learned from building go-to-market teams and helping scale one of the fastest-growing companies in data infrastructure. Drawing on her background in IT operations, product, and marketing, Abby explains why founders often struggle with messaging, how to know when you've found product-market fit, and what it takes to build demand before you have a large team or budget. We also discuss category creation, customer discovery, the early signals that the market is pulling your product, and why your first marketing hire is probably not a CMO. Watch this episode on YouTube: https://youtu.be/9TnFwRgy2fw RUNTIME 45:19 EPISODE BREAKDOWN [3:56] Why Technical Founders Struggle With Marketing [09:58] When Should You Hire Your First Marketer? [11:29] Marketing Before You Have A Marketing Team [13:46] Why Marketing Takes Longer Than Founders Expect [19:35] Your First Marketing Hire Is Probably Not A CMO [25:23] Turning Features Into Outcomes [27:15] Four Questions Every Founder Must Answer [28:57] How To Understand A Technical Product [32:44] Building Cribl's GTM Engine [36:46] When The Market Starts Pulling [42:09] Build Trust Before You Chase Scale LINKS Abby Strong (LinkedIn) Cribl SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw Thanks for listening! – Walter
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S2 · E101
May 20 · 51 min
How AI-Native Startups Actually Get Built
What does it actually mean to build an AI-native company? In this episode of Fund/Build/Scale, I talk with True Ventures Managing Partner Puneet Agarwal and Gather CEO/co-founder Mayank Mehta about how the startup evolved from an AI-powered customer feedback idea into a broader research and content platform for marketing teams. We get into founder conviction before product-market fit, what investors actually look for when there’s little external signal, how the company reshaped its go-to-market strategy after realizing the original motion wasn’t working, and why Mayank rebuilt major parts of the business around AI workflows in real time. There’s also a very tactical discussion about customer discovery, early hiring, AI-native operations, and a weekend growth experiment that produced more meetings in two weeks than the previous year of outbound efforts combined. RUNTIME 51:33 EPISODE BREAKDOWN 03:18 What True Ventures Looks For at Seed 07:00 What Gather Actually Does 11:42 The Five-Slide Seed Pitch 17:21 What They Got Wrong Early 21:06 Rebuilding the Company Around AI 33:53 The Weekend GTM Experiment That Changed the Company 36:56 How Investors Read Founders Who Don’t Have Signal 41:15 Tactical Advice for First-Time Founders 49:18 One Experiment Founders Can Run This Week LINKS Puneet Agarwal Mayank Mehta Gather True Ventures Gather Growth Platform SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw Thanks for listening! – Walter
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S2 · E100
May 19 · 56 min
Why Great Founders Are “Angry at the Problem”
For this episode, I interviewed Eugene Malobrodsky, partner at One Way Ventures and former founder of AnchorFree, the company behind HotSpot Shield, one of the first consumer VPN products to scale globally. Before becoming a VC, Eugene spent 15 years building and scaling a startup through the 2008 financial crisis, painful layoffs, difficult fundraising environments, and the long grind from idea to acquisition. Today, he backs immigrant founders building applied AI, deep tech, fintech, healthcare, and enterprise startups at the pre-seed and seed stage. Topics include: Why many founders become founders for the wrong reasons What venture capitalists really mean when they talk about “100x outcomes” How to think about fundraising runway and dilution Why technical founders often struggle with storytelling What makes a startup venture-backable versus a profitable lifestyle business The most common mistakes early technical teams make How investors evaluate first-time founders with no track record Why customer discovery matters more than building features too early Why the best founders are often “angry at the problem” they’re trying to solve He also spoke about what immigrant entrepreneurs misunderstand about networking in Silicon Valley, and the growing uncertainty around H-1B visas and startup immigration policy. RUNTIME 56:28 EPISODE BREAKDOWN (2:13) "I'm just not great at following directions and working for somebody else." (5:44) How Working in VC Changed His Thinking (7:42) What Founders Misunderstand About VC Funds (20:53) A Practical Framework for Seed-stage Fundraising (25:50) What Makes Him Take the Meeting (31:19) Where One Way Ventures is Betting in Deep Tech (35:11) The Most Common Mistakes Technical Teams Make (38:23) Why Founders Need a 90-second Story (43:16) Growing Uncertainty for Immigrant Tech Workers and Founders (51:33) Practical Networking Advice for First-time Founders (54:38) The One Question H1-B Candidates Should Ask the CEO During an Interview LINKS Eugene Malobrodsky One Way Ventures Investing in Funds vs Investing as an Angel One Way Ventures Expands to San Francisco from Boston with Eugene Malobrodsky, Co-founder of Consumer Privacy Company AnchorFree, Joining as Partner SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw Thanks for listening! – Walter
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S2 · E99
May 6 · 16 min
Before There Is Proof: Build a Startup Story That Shows You Can Execute
A lot of early-stage founders can explain their company five different ways — and all five might be technically correct. The problem is that often, those answers don’t fully line up. That gap in a startup’s narrative creates friction. Investors may understand the problem but still don’t feel like the story lands. Candidates may understand the product, but they’re not fully on board with the mission. Customers may hear the explanation but still struggle to repeat it clearly. I’ve been inside meetings where the CTO described the company’s core value one way and the CEO had a different take. In this episode, I break down the “narrative gap”: the distance between what a founder knows and what everyone else understands. I explain why technical founders often struggle to communicate even when they deeply understand their business and share several diagnostic frameworks you can use to test whether your story gives customers, investors, hires, and reporters confidence that you can execute. RUNTIME 16:55 EPISODE BREAKDOWN (1:52) Narrative is Not Decorative. Narrative is Load-bearing. (3:30) Founder Diagnostics: 3 Questions That Pressure-test Your Story (4:49) Your Message Is Not Your Pitch (6:06) A Bridge Is Not A Destination (7:42) Find The One Thing That Carries The Most Weight (8:57) Ask, "What breaks without you?" (10:30) Separate History From Story (11:25) What's the First Sentence of Your Startup's Story? (12:12) Pressure-test Your First Sentence In Different Rooms (13:59) Putting It Together: Final Founder-narrative Diagnostic (15:11) Use This Episode To Start Framing Your Narrative I work with early-stage founders on narrative framing, media prep, fundraising communication, and public-facing storytelling. This is foundational work that helps your message hold up before investors, customers, candidates, reporters, and conference audiences. If you’re getting ready to raise, hire, pitch, launch, or speak publicly, reach out: fundbuildscale@gmail.com SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw Thanks for listening! – Walter.
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S2 · E98
April 28 · 31 min
How to Hire Your First Offshore Team Without Screwing It Up
Hiring is one of the hardest things for first-time founders to get right, especially if you’re building a distributed team that spans the globe. For this episode, I spoke to Isaac Saul Kassab, co-founder of Pearl Talent, a recruiting firm that helps startups hire offshore teams. We break down the underlying hiring frameworks founders can actually use, whether you’re hiring locally or globally. We get into how to write tighter job descriptions, evaluating candidates beyond their resumes, and why so many founders waste time interviewing the wrong people. Isaac also walks through how he thinks about onboarding as a filtering mechanism and why early hiring mistakes are often unavoidable (but manageable if you move quickly). If you’re building your first team — or trying to fix a hiring process that just isn’t working — this episode gives you a practical starting point. How to define a role around outcomes instead of responsibilities Why you should cut 30–40% from your job description before you post it The interview questions that surface real signal (and filter out noise) How to assess curiosity, coachability, and long-term fit Why onboarding should be designed to expose failure early The most common mistakes founders make when hiring offshore What kind of hiring failure rate to expect as a first-time founder RUNTIME 31:31 EPISODE BREAKDOWN (3:32) The Hiring Problem That Created Pearl Talent (9:56) How to Fix a Broken Hiring Process (Sourcing, Vetting, Onboarding) (14:08) How to Evaluate Candidates Beyond the Resume (17:25) Why Most Founders Hire the Wrong People (22:05) “If You Don’t Invest in the Person, You Get Failure” (25:29) Your First Offshore Hire: Start by Working Backwards (28:18) A Simple Hiring Playbook You Can Use Tomorrow LINKS Pearl Talent Isaac Saul Kassab Monty Ngan SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw Thanks for listening! – Walter
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S2 · E97
April 18 · 42 min
How Technical Founders Win the First 5 Minutes With Investors
Technical founders don’t usually struggle with what they’re building. They struggle with explaining it clearly, quickly, and in a way that makes someone want to invest. In this episode, I spoke with Sheena Jindal, Managing Partner and Founder of Sugar Free Capital, about how technical founders can de-risk themselves before they ever get on a call with a VC. Sheena meets hundreds of founders each quarter and often decides within the first 30 seconds whether a conversation is worth continuing. That makes the early moments of a pitch — how you show up, how you frame the problem, and how you explain your edge — far more important than most founders realize. We cover: How to use the first five minutes of a pitch to earn a second meeting The most common mistakes technical founders make with investors How to translate complex technology into a clear, compelling story What actually counts as a defensible moat in an AI-driven market How to think about investor fit and building the right cap table What successful founders do in the first 90 days after raising capital This is a tactical conversation for founders building in deep tech, AI, and infrastructure, especially those without a built-in network or fundraising playbook. RUNTIME 42:54 EPISODE BREAKDOWN (3:31) Overview of Sugar Free Capital (9:36) How to Prepare for Your First Investor Meeting (12:19) Common Mistakes Technical Founders Make With Investors (16:31) How Inauthenticity Sabotages Founders (19:42) Bridging the Gap Between Deep Tech and Clear Storytelling (24:19) How Technical Founders Should Find the Right Investors (30:12) What Successful Founders Do in the First 90 Days After a Raise (34:18) How Top Technical Founders Show Up in the Room (36:10) From First Meeting to Term Sheet: What to Expect (39:20) Rapid Fire: Six Questions in Four Minutes LINKS Sheena Jindal Sugar Free Capital Sugar Free Capital raises $32M inaugural fund to back early-stage MIT founders, 10/6/25, TechCrunch SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw Thanks for listening! – Walter
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S2 · E96
February 20 · 52 min
Don’t Wait for the IPO: How Tech Employees Actually Get Liquid
Startup employees are encouraged to believe in the mission. But IPO timelines now stretch well past a decade — and many never happen at all. In this episode, Ben Black, co-founder and managing director of Akkadian Ventures, explains how tech workers can think more strategically about the equity they’ve helped create. Drawing on more than 750 secondary transactions, Ben walks through how employees can evaluate a company’s liquidity posture before accepting an offer, exercise options intelligently, understand the real value of their shares, and access secondary buyers — whether through structured programs or more proactive approaches. We also dig into the psychological side of selling: when to take money off the table, how to avoid overestimating future upside, and why “loyalty” shouldn’t mean ignoring your own financial reality. Ben shares real-world examples of employees using secondaries to fund major life events — and even to bootstrap their own companies so they can retain more ownership and control from day one. Founders and VCs get a lot of attention for the risks they take. This episode is about the people who often take just as much risk with far less margin for error. * Information offered is for educational purposes and should not be considered financial advice. RUNTIME 52:37 BREAKDOWN (2:12) How Ben got into the secondary market and founded Akkadian (5:33) “The vast majority of really good companies now have secondary programs.” (8:39) Secondaries generate “a very significant part of the return of the large funds.” (9:57) Why are most companies still on a four-year vesting cliff? (12:55) Things to consider when you’re 25% vested (15:22) Why so many tech workers never exercise their vested options (16:49) A framework for identifying the *right* time to sell (21:26) How to access the secondary market if your company doesn’t offer a structured program (30:09) “I do see a lot of bad behavior among employees… using information that they’re not supposed to use.” (32:06) Startup employees: cultivate a strong relationship with your CFO (34:08) The #1 reason why employees sell secondaries (and a few edge cases) (38:44) “You have to be really skeptical, and you need to take a lot of shots on goal.” (45:11) How many founders are bootstrapping startups using the secondary market? (48:44) How long does it take to get liquid? LINKS Ben Black Akkadian Venture Capital IPO markets look primed to accelerate in 2026, pwc, 12/12/2025 SUBSCRIBE 📥 Get the Fund/Build/Scale newsletter on Beehiiv: https://fundbuildscale.beehiiv.com/ 📸 Follow Fund/Build/Scale on Instagram: https://www.instagram.com/fundbuildscale/ 📺 Watch Fund/Build/Scale on YouTube: https://www.youtube.com/channel/UCFFH4cs2B1BKatPGs8SFRJw Thanks for listening! – Walter.
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